Academic Year/course:
2021/22
592 -
18870 - ORGANIC CHEMISTRY
This is a non-sworn translation intended to provide students with information about the course
Information of the subject
Code - Course title:
18870 - ORGANIC CHEMISTRY
Degree:
592 -
Faculty:
104 - Facultad de Ciencias
Academic year:
2021/22
1.1. Content area
ORGANIC CHEMISTRY
1.2. Course nature
Optional
1.5. Semester
First semester
1.6. ECTS Credit allotment
6.0
1.7. Language of instruction
English
1.8. Prerequisites
BU students must have taken at least one of the following options:
Option 1: CH101 (General Chemistry 1) and CH102 (General Chemistry 2).
Option 2: CH101 (General Chemistry 1) and CH110 (General and Quantitative Analytical Chemistry).
Option 3: CH111 (Intensive General and Quantitative Analytical Chemistry 1) and CH112 (Intensive General and Quantitative Analytical Chemistry 2).
UAM students must have taken any of the following courses:
16476 (Química -Grado en Ciencias Ambientales-)
16535 (Química -Grado en Ingeniería Química-)
16575 (Química -Grado en Ciencias de la Alimentación-)
18201 (Química -Grado en Bioquímica-)
18422 (Química General –Grado en Nutrición, Biología o Física-)
1.10. Minimum attendance requirement
Attendance to classes is strongly recommended. Absences which may result from illnesses, religious holidays, serious accidents, etc must be immediately notified to the Faculty coordinator. To receive full credit a student must document the reason for their absence (for example a signed and stamped doctor’s note). Please note that having scheduled exams in another subject is not a valid excuse
1.11. Subject coordinator
Victoria Martinez Diaz
1.12. Competences and learning outcomes
1.12.2. Learning outcomes
Important learning goals that the student will wish to achieve are:
(1) understanding the implications of the covalent bond in the structure of organic compounds
(2) how to name organic compounds systematically
(3) the ability to deduce the structures of organic molecules by interpreting their nuclear magnetic resonance spectra
(4) developing an appreciation for the interplay of an organic molecule’s three-dimensional structure and that molecule’s chemical properties
(5) the ability to predict the properties and reactivity of organic compounds
1.12.3. Course objectives
(Taken from BU’s Organic Chemistry I Syllabus)
Organic chemistry studies the properties of the compounds of carbon, which alone of all the chemical elements can form the numerous, strong, and directional bonds essential to the construction of biomolecules such as fats, carbohydrates, proteins and nucleic acids. This course focuses on gaining an understanding of the fundamental concepts of the science. A few reactions (acid–base, radical halogenation, addition to carbon–carbon multiple bonds, nucleophilic substitution and elimination) are covered. The relevance of organic chemistry to biological systems, medicine, environmental science and industry is discussed. In the laboratory portion of the course, students gain experience in conducting organic reactions, purifying products, and interpreting and reporting organic chemical phenomena.
1.13. Course contents
Structure and Bonding in Organic Compounds
(1)
|
1.1. Electronic structure.
1.2. Ionic and covalent bonding. Lewis theory and diagrams. Formal charges.
1.3. Inductive effects. Dipole moment. Polar covalent bonds.
1.4. Hybridization: s and p bonding
1.5. Drawing organic molecules
1.6. Delocalization of p electrons. Resonance.
1.7. Resonance structures. Drawing resonance forms.
1.8. Non-equivalent resonance structures. Rules.
1.9. Aromaticity (MO theory).
|
Polar Covalent Bonds: Acids and Bases
(2)
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2.1. Bronsted definition of acids and bases
2.2. Lewis definition of acids and bases
2.3. Organic acids and organic bases
2.4. Acid and base strength
2.5. Nucleophiles and electrophiles
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Alkanes and Cycloalkanes
(3)
|
3.1. Alkanes: Nomenclature. Structural isomers.
4.2. Alkanes: Chirality. Optical activity. Cahn-Ingold-Prelog rules. Enantiomers and diastereoisomers. Meso compounds. Conformational isomers.
4.3. Cycloalkanes: Nomenclature. Cis/trans isomerism.
4.4. Cycloalkanes: Stability and ring strain. Conformational isomers.
4.5. Representative examples and physical properties of alkanes and cycloalkanes.
4.6. Reactivity of alkanes: halogenation reaction (a radical reaction)
|
Structural determination (Nuclear Magnetic Resonance Spectroscopy)
(4)
|
4.1. NMR: principles and spectral features (intensity, chemical shift and couplings).
4.2. Proton and carbon spectra
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Haloalkanes
(5)
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5.1. Nomenclature. Representative examples. Physical properties. Polar covalent bonding.
5.2. Nucleophilic substitution reactions
5.3. Elimination reactions
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Alcohols and epoxides
(6)
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6.1. Nomenclature. Representative examples. Physical properties (acidity and basicity revisited).
6.2. Reactivity: dehydration, oxidation, OH-protection, epoxide ring-opening.
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Alkenes
(7)
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7.1. Nomenclature. Cis/trans isomerism.
7.2. Representative examples. Physical properties.
7.3. Relative stability. Catalytic Hydrogenation.
7.4. Electrophilic addition reactions:
7.4.1. Mechanism; carbocation stability;
regiochemistry; stereochemistry.
7.4.2. Addition of hydrogen halides,
halogens and water.
7.4.3. Hydroboration, epoxidation,
dihydroxylation, ozonolysis
7.5. Radical additions.
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Alkynes
(8)
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8.1. Nomenclature. Representative examples. Physical properties.
8.2. Reactivity: catalytic hydrogenation; hydration.
8.3. Alkyne acidity: acetylide anions.
8.4. Alkylation of acetylide anions
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Laboratory contents:
Experiment
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Related info
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Introduction
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Safety and Preparation
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Using Extraction to Isolate the Analgesic Active Principles of a
Sample
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Acid-base extraction, distillation, recrystallization, melting point, TLC, NMR.
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Chromatography as a Method for Drug Separation
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TLC, NMR.
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Separation of the Enantiomers of Ibuprofen
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Reflux, vacuum filtration, recrystallization, polarimetry.
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1.14. Course bibliography
- Organic Chemistry 6th Edition by W. H. Brown, C. S. Foote, B. L. Iverson, E. V. Anslyn (Brooks Cole).
- Organic Chemistry 2nd Edition, by David Klein (Wiley)
- Introduction to Organic Laboratory Techniques. A Microscale Approach, 3rd Ed. – BU custom edition, W.B. Saunders, 2000.
- Molecular Modeling Computer Programs.
- e-Learning UAM (Moodle)
2. Teaching-and-learning methodologies and student workload
2.1. Contact hours
|
#hours
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Contact hours (minimum 33%)
|
105 h
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Independent study time
|
45 h
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2.2. List of training activities
Activity
|
# hours
|
Lectures
|
50
|
Seminars
|
|
Practical sessions
|
20
|
Clinical sessions
|
|
Computer lab
|
|
Fieldwork
|
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Laboratory
|
25
|
Work placement
|
|
Supervised study
|
|
Tutorials
|
|
Assessment activities
|
|
Other (exams)
|
10
|
3. Evaluation procedures and weight of components in the final grade
3.1. Regular assessment
Mid-term exams (adapted from BU’s Organic Chemistry I Syllabus)
Three 80-minute exams are scheduled during the class time. These mid-term exams are graded on a 10-point basis. Your lowest lecture exam score will be dropped in calculating your course grade. No make-up lecture exams are given for any reason: please do not ask to take a make-up mid-term exam nor ask to take it at other than the scheduled date and time. Do not make travel plans that conflict with the lecture exams.
3.1.1. List of evaluation activities
Evaluatory activity
|
%
|
Final exam
|
25
|
Continuous assessment
|
50
|
Lab exam
|
25
|
Mid-term exams (adapted from BU’s Organic Chemistry I Syllabus)
Three 80-minute exams are scheduled during the class time. These mid-term exams are graded on a 10-point basis. Your lowest lecture exam score will be dropped in calculating your course grade. No make-up mid-term exams are given for any reason: please do not ask to take a make-up mmid-term exam nor ask to take it at other than the scheduled date and time. Do not make travel plans that conflict with the lecture exams.
Final exam (adapted from BU’s Organic Chemistry I Syllabus to Spanish Law)
A cumulative 4-hour final exam is scheduled at the end of semester. Final exam is graded on a 10-point basis. See the “Incompletes” section of this syllabus for policies concerning missed final exams.
Lab grades (adapted from Dresden w/BU’s Organic Chemistry I Syllabus to Spanish Law)
The grade for the student performance at the laboratory is based on 1) pre-lab and post-lab questions, experimental skill and ability to record observations about the experiments. Part of your skill grade will be based on results (e.g. ability to obtain the product) and part will be based on your technique (adherence to safety rules, cleanliness and organizational skills) as assessed by your teaching fellows. 2) 50% of the lab grade will be obtained from a written exam scheduled for the two last hours of the lab week.
Grades (adapted from BU’s Organic Chemistry I Syllabus to Spanish Law)
Course grades are calculated by the following formula:
CH203 Grade = (Mid-term1 + Mid-term2 + FE + Lab Exam) / 4
where Mid-term1 and Mid-term2 are the scores of your two highest of three Mid-term exams, FE is the score of your final exam, and Lab is your lab score. All individual scores are based on 10 points. The maximum score is 10. The minimum score to pass is 5.0
Spanish grade ranges are:
Lowest (no pass): 0-4,9: Suspenso (SS).
Low (pass): 5,0-6,9: Aprobado (AP).
Intermediate: 7,0-8,9: Notable (NT).
High: 9,0-9,9: Sobresaliente (SB).
Highest: 10: Matrícula de Honor (MH)
3.2. Resit
Make-up exams (taken from Dresden w/BU’s Organic Chemistry I Syllabus)
There are no make-up exams whatsoever.
Make-up Labs (adapted from Dresden w/BU’s Organic Chemistry I Syllabus)
Students are expected to perform all experiments. There are no make-up labs whatsoever in this abroad program since you are leaving the country right after the lab ends. Absences which may result from illnesses, serious accidents, etc must be immediately notified to the Faculty coordinator. To receive full credit a student must document the reason for their absence (for example a signed and stamped doctor’s note). Please note having scheduled exams in another subject is not a valid excuse. A student who does not have a documented excuse will receive a maximum grade of 7.0 for the lab absence.
3.2.1. List of evaluation activities
valuatory activity
|
%
|
Final exam
|
|
Continuous assessment
|
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4. Proposed workplan
Week
|
Topic’s name
(entry)
|
1
|
Structure and Bonding in Organic Compounds (1)
|
2
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Polar Covalent Bonds: Acids and Bases (2)
|
3 - 4
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Alkanes and Cycloalkanes (3)
|
4 - 5
|
Structural determination (Nuclear Magnetic Resonance Spectroscopy) (4)
|
6
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Haloalkanes (5)
|
7
|
Alcohols and epoxides (6)
|
8 -10
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Alkenes (7)
|
11 and 13
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Alkynes (8)
|
12
|
Laboratory (see bellow)
|
14
|
Final remarks and exam
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Date*
(Week 12)
|
Experiment
|
12
(11/26-11/30)
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Introduction
|
Using Extraction to Isolate the Analgesic Active Principles of a
Sample
|
Chromatography as a Method for Drug Separation
|
Separation of the Enantiomers of Ibuprofen
|
Lab exam (Make-up lab)
|